Category: 118511-81-2

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,118511-81-2

PREPARATION 5 1-N-[1-N-(3-chloropropyl)-piperidin-4-yl]-indole To a solution of 1-(piperidin-4-yl)-indole (100 mg, 0.5 mmol) in absolute ethanol (2 mL) was added anhydrous potassium carbonate (70 mg, 0.5 mmol) and 1-bromo-3-chloropropane (150 mg, 1 mmol). After stirring overnight additional 1-bromo-3-chloropropane (150 mg) was added and stirring continued for 2 hours. The mixture was evaporated; and the residue dissolved in methylene chloride and shaken with water. The organic solution was dried over anhydrous potassium carbonate and evaporated. The residue was chromatographed on silica gel with methylene chloride/ethanol (95:5) to give the title compound (90 mg, 65% yield).

As the paragraph descriping shows that 118511-81-2 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 8 1-t-butoxycarbonyl-4-(1-indolyl)-piperidine To a 0 C. methylene chloride (20 mL) solution of tert-butoxycarbonate (5.44 mmol) containing triethylamine (0.76 mL, 5.44 mmol) was added 4-(1-indolyl)-piperidine (1.09 g, 5.44 mmol). The reaction was brought to room temperature. After 4 hours, the reaction was quenched with sat NaHCO3, water (2 *), dried, filtered and concentrated. The residue was purified by flash chromatography eluding with methylene chloride to give the title compound 1.25 g (76% yield) as an oil which crystallized on standing.

118511-81-2, The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

PREPARATION 13 1-N-(1-N-(Cyclopropylmethyl)-piperidin-4-yl)-indole To a solution of 1-N-(piperidin-4-yl)-indole (0.6 g, 3 mmol) in dry ethanol (4 mL) was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After stirring for 15 minutes at ambient temperature, bromomethylcyclopropane (0.29 mL,4.5 mmol) was added. Stirring was continued overnight. An additional amount of carbonate (0.22 g) and bromomethylcyclopropane (0.14 mL) was added. After 3 hours, the reaction mixture was quenched with water and extracted with ethyl acetate (3*). The combined organic phase was washed with water, dried, evaporated, and purified by column chromatography on silica gel eluding with methylene chloride/ethanol (98:2). Evaporation of the eluding solvent gave the title compound as an oil (480 mg, 63% yield)., 118511-81-2

The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,118511-81-2

A mixture of an intermediate compound 5 (prepared according to A3) (0.00057 mol), l-piperidin-4-yl-2H-indole (0.00029 mol) and PS-NaB(OAc)2H (0.001137 mol) in THF/HOAc 5% (3 ml) and N,N-dimethylformamide (3 ml) was stirred at room temperature for 16 hours and then the reaction mixture was filtered. PS-p- toluensulfonic acid (0.001137 mol) was added to the filtrate and the resulting mixture was stirred at room temperature for 16 hours. The solvent was evaporated and the resin was washed with DMF, with CH2Cl2, with CH3OH, with CH2Cl2 and with dimethyl ether. A saturated CH3OH/NH3 solution, was added to the resin and the mixture was stirred at room temperature for 16 hours, then filtered off and the filtrate was evaporated. The residue was purified by short open column chromatography over silica gel (eluent: EtOAc 100 %). The product fractions were collected and the solvent was evaporated. The residue was precipitated from CH3CN/DIPE, the resulting precipitate was collected and dried. Yield : 0.0076 g of final compound 58 (6 %; (3alpha;, 3aalpha;) racemic mixture)).

The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/56600; (2006); A1;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

EXAMPLE 4 A mixture of 2-bromoethanol (3.75 g), 1-(4-piperidinyl)-1H-indole (5 g) and sodium hydrogen carbonate (4.2 g) in ethanol (100 ml) was stirred and refluxed overnight. The solvent was evaporated. The residue was stirred in water and this mixture was extracted with CH2 Cl2. The separated organic layer was dried over MgSO4, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2 Cl2 /CH3 OH 95/5). The pure fractions were collected and the solvent was evaporated. The residue was stirred in DIPE and the solvent was evaporated, yielding 4 g (64%) of 4-(1H-indol-1-yl)-1-piperidineethanol (intermediate 8).

118511-81-2, 118511-81-2 1-(Piperidin-4-yl)-1H-indole 14090755, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Janssen Pharmaceutica, N.V.; US5919788; (1999); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 4 1-[(1-N-Cyclopropylmethyl)-piperidine-4-yl]-indole To a solution of 4-(1-indolyl)-piperidine (0.6 g, 3 mmol) in dry ethanol (4 mL) was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After 15 minutes, bromomethylcyclopropane (0.29 mL, 4.5 mmol) was added and stirring was continued over night. Additional potassium carbonate (0.22 g) and bromomethylcyclopropane (0.14 mL) was added. After 3 hours, the reaction mixture was quenched with water and extracted with ethyl acetate (3*). The combined organic phases were washed with water, dried, evaporated, and purified by column chromatography on silica gel eluding with methylene chloride/ethanol (98:2). Evaporation of the eluding solvent gave the title compound. 480 mg (63% yield).

118511-81-2, As the paragraph descriping shows that 118511-81-2 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

118511-81-2, 1-(Piperidin-4-yl)-1H-indole is a piperidines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

PREPARATION 16 1-N-(1-N-(trifluoroacetyl)piperidin-4-yl)-indole To an ice cooled solution of 1-N-(piperidin-4-yl)indole (1.0 g, 5 mmol) in dry pyridine (5 mL) was carefully added trifluoroacetic acid anhydride (0.71 mL, 5 mmol). After stirring for 48 hours at ambient temperature, all volatiles were evaporated. The residue was redissolved and evaporated with toluene (*2). The residue was taken up in water and extracted twice with t-butyl methyl ether. The combined organic phase was washed with water, dried, and evaporated. The residue was triturated with ether. The crystalline precipitate formed was separated and discarded. After evaporation of the filtrate, the residue was purified by column chromatography on silica gel eluding with toluene/acetone 98:2 to give 410 mg of off white crystals (28% of theory). M.Pt.: 130-132 C.

118511-81-2, 118511-81-2 1-(Piperidin-4-yl)-1H-indole 14090755, apiperidines compound, is more and more widely used in various fields.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

PREPARATION 19 [t-Butoxycarbonylimino-(4-indol-1-yl-piperidin-1-yl)-methyl]-carbamic acid t-butyl ester This material was prepared by the known procedure. Tetrahedron Letters 1993, 34(48), 7677. To an ice cooled solution of 1-piperidin-4-yl-1H-indole (0.6 g, 3 mmol), N,N-bis-t-butoxycarbonylthiourea (0.83 g, 3 mmol) and triethylamine (1.38 g, 9.9 mmol) in dry DMF (5 mL was carefully added copper(II) chloride dihydrate (exothermic) (0.56 g, 3.3 mmol). After stirring for 30 minutes at ambient temperature, the mixture was diluted with ethyl acetate and filtered over Hyflo. The filtrate was washed twice each with brine and water, dried, evaporated. The residue was purified by column chromatography on silica gel eluding with toluene/acetone 95:5. 0.61 g of yellow crystals (46% of theory). H.Pt.: 115-118 C.

118511-81-2, As the paragraph descriping shows that 118511-81-2 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

General procedure: To a solution of A (16.64 g, 52 mmol) in CH2Cl2 (45 mL) was added TFA (30 mL) slowly at rt. The mixture was stirred at rt for 3 h (monitor by HPLC). The mixture was concentrated to remove most of solvent and TFA. The crude product was partitioned in CH2Cl2/H2O (100 mL/50 mL) and stirred. Then, 3N NaOH(aq) was added slowly until the pH value of aqueous layer is >11. The aqueous layer was then extracted with CH2Cl2 (100 mL x 10). The combined CH2Cl2 layer was dried (Na2SO4) and filtered. After removal of solvent, the crude product (free base) was dissolved in Et2O (100 mL) and 1N HCl (1M in Et2O, 60 mL, 60 mmol) was added slowly at 0 C. Then, the mixture was allowed to warm to rt for another 30 min. Hexane (100 mL) was added and stirred for 15 min. The white solid was then filtered and washed with 50% Et2O/hexane (30 mL x 3) and dried to give 12.82 g of intermediate B (96%) as a white HCl salt.

118511-81-2, 118511-81-2 1-(Piperidin-4-yl)-1H-indole 14090755, apiperidines compound, is more and more widely used in various fields.

Reference：
Article; Yang, Shyh-Ming; Tang, Yuting; Rano, Thomas; Lu, Huajun; Kuo, Gee-Hong; Gaul, Michael D.; Li, Yaxin; Ho, George; Lang, Wensheng; Conway, James G.; Liang, Yin; Lenhard, James M.; Demarest, Keith T.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1437 – 1441;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.118511-81-2,1-(Piperidin-4-yl)-1H-indole,as a common compound, the synthetic route is as follows.

PREPARATION 3 1-(1-Ethyl-piperidin-4-yl)-1H-indole To a solution of 1-piperidin-4-yl-1H-indole (0.6 g, 3 mmol) in 5 mL of dry ethanol was added anhydrous potassium carbonate (680 mg, 4.9 mmol). After stirring for 15 minutes at ambient temperature, ethyl p-toluenesulfonate (0.48 mL,4.5 mmol) was added. The reaction was heated under reflux for 24 hours with stirring, quenched with water, extracted with methylene chloride (2*), dried and evaporated to give a residue. The residue was chromatographed on silica gel with toluene/acetone (50:50) to yield 360 mg straw colored material (53% of theory).

118511-81-2, The synthetic route of 118511-81-2 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Eli Lilly and Company; US5545636; (1996); A;,
Piperidine – Wikipedia
Piperidine | C5H11N – PubChem